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I7209

Sigma-Aldrich

3-Iodoaniline

98%

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About This Item

Linear Formula:
IC6H4NH2
CAS Number:
626-01-7
Molecular Weight:
219.02
Beilstein:
636058
EC Number:
210-922-7
MDL number:
MFCD00007781
UNSPSC Code:
12352100
PubChem Substance ID:
24896111
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.682 (lit.)

bp

145-146 °C/15 mmHg (lit.)

mp

21-24 °C (lit.)

density

1.821 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Nc1cccc(I)c1

InChI

1S/C6H6IN/c7-5-2-1-3-6(8)4-5/h1-4H,8H2

InChI key

FFCSRWGYGMRBGD-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Karsten Franke et al.
Environmental science & technology, 42(11), 4083-4087 (2008-07-02)
A new method is described for radiolabeling humic substances (HS) with iodine radioisotopes. The method radiolabels the electron-rich aromatic moieties of HS with the 3-[125I]iodobenzenediazonium ion via azocoupling. The method uses four steps: (i) 3-aminobenzenetrimethylstannane is synthesized and isolated by
L A Khawli et al.
International journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology, 19(3), 297-301 (1992-04-01)
Biotinyl-m-[125I]iodoanilide (BIA) was synthesized by coupling biotin to m-[125I]iodoaniline via a mixed anhydride reaction. m-[125I]Iodoaniline was produced from the tin precursor, which was prepared using a palladium catalyzed reaction of hexabutylditin with m-bromoaniline. The radioiodinated BIA derivative is characterized by
Karin Dooleweerdt et al.
Organic letters, 11(1), 221-224 (2008-11-28)
A Pd-catalyzed, one-pot, two-step synthesis of 2-amidoindoles from ynamides and o-iodoanilines is reported. A key highlight of this sequence is that after the Sonogashira reaction, intramolecular cyclization to the indole occurs spontaneously without activation of the alkyne.
Fangguo Ye et al.
The Journal of organic chemistry, 72(9), 3218-3222 (2007-04-06)
The palladium-catalyzed cyclocarbonylation reaction of o-iodoanilines with allenes and CO in 1-butyl-3-methylimidazolium hexafluorophosphate afforded 3-methylene-2,3-dihydro-1H-quinolin-4-ones in moderate to excellent yields under a low pressure (5 atm) of CO. The ionic liquid, as the solvent and promoter, enhances the efficiency of
Toshio Nishikawa et al.
Bioscience, biotechnology, and biochemistry, 66(10), 2273-2278 (2002-11-27)
An alpha-C-iodoethynylglucose derivative was coupled with an L-serine-derived zinc-copper reagent to give alpha-C-glucosylpropargyl glycine, which underwent palladium catalyzed-heteroannulation with o-iodoaniline to give not alpha-C-glucosyl-tryptophan but alpha-C-glucosyl-iso-tryptophan. This is the first observation of complete reverse regioselectivity to Larock's proposal.
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